37891-39-7Relevant articles and documents
Organylthio(silyl)carbenes
Wagner, Tobias,Lange, Jens,Grote, Dirk,Sander, Wolfram,Schaumann, Ernst,Adiwidjaja, Gunadi,Adam, Arnold,Kopf, Juergen
experimental part, p. 5198 - 5207 (2010/01/11)
The title carbenes 5 can be generated either from diazo compounds 9 by copper-catalyze d catalysis or from chloro(organylthio)methylsilanes 12 by base-induced α-elimination, This is confirmed, by [2+1] cycloadditions with alkenes to give the cyclopropanes
Yield and selectivity enhancement by trimethylsilyl chloride in the conjugate addition of stabilized organolithiums
Hong, Liu,Cohen, Theodore
, p. 8925 - 8928 (2007/10/02)
The yield and selectivity in the conjugate addition of some stabilized organolithiums to α,β-unsaturated carbonyl compounds, especially easily polymerized ones, are increased in the presence of trimethylsilyl chloride, alone or in combination with hexamethylphosphoric triamide. E-silyl enol ethers bearing the versatile phenylthio group are obtained prior to hydrolysis. Some synthetic uses are demonstrated.
Alkyl- and arylsubstituted ketenedithioacetal tetroxides: Diels-Alder reactivity and reductive desulfonylation of the adducts
De Lucchi,Fabbri,Lucchini
, p. 1485 - 1496 (2007/10/02)
The Diels-Alder reactivity of the representative alkyl and aryl-substituted ketenedithioacetal tetroxides of general formula 1 is reported. These dienophiles reacted under thermal conditions (refluxing toluene) with cyclopentadiene to afford predominantly
Transformation of α-assisted carbanions into the corresponding trimethylsiloxy derivatives using bis(trimethylsilyl)peroxide
Dembech,Guerrini,Ricci,Seconi,Taddei
, p. 2999 - 3006 (2007/10/02)
The reaction of bis(trimethylsilyl)peroxide with tlithium derivatives of sulphides and nitriles is reported to give the corresponding O-trimethylsilyl hemithioacetals and cyanohydrins. From these products the carbonyl function can be exposed in acidic media or in the presence of fluoride ions. This methodology provides an attractive route to transform a CH2-X group (X = PhS, MeS or CN) into the corresponding CHO, allowing the preparation of aldehydes that can be considered difficult to prepare such as, for example, formyltrimethylsilane which was generated and trapped in situ using a Wittig reaction.
REACTION OF TRIMETHYLSILANE WITH ARENES AND ALK-1-ENES IN THE PRESENCE OF LEWIS ACID
Han, Dong Il,Oh, Dong Young
, p. 2213 - 2218 (2007/10/02)
trimethylsilane reacted with arenes and alk-1-enes in the presence of a Lewis acid to give the Friedel-Crafts product and the ene product, respectively.
Preparation of sulfines by alkylidenation of sulfur dioxide using α-silyl carbanions
Porskamp, P. A. T. W.,Leij, M. van der,Lammerink, B. H. M.,Zwanenburg, B.
, p. 400 - 404 (2007/10/02)
The synthesis of sulfines 4 from a series of active methylene compounds is described.Deprotonation, followed by silylation, gives the trimethylsilyl compounds 2.Subsequent deprotonation to α-silyl carbanions and treatment with an excess of sulfur dioxide
REACTIONS OF PHENYLTHIOTRIMETHYISILYLMETHYLLITHIUM: PREPARATION OF α-PHENYLTHIOKETONES AND ADDITIONS TO 2-CYCLOHEXEN-1-ONE
Ager, David J.
, p. 2803 - 2806 (2007/10/02)
Phenylthiotrimethylsilylmethyllithium(1) was reacted with a variety of electrophiles, including some containing two functional groups. α-Phenylthioketones were obtained from the reaction with esters.The anion(1) underwent either 1,2- or 1,4-addition, depe
